α-acetoxy-3-methoxyacetophenone

Base Information

• Chemical Name: α-acetoxy-3-methoxyacetophenone
• CAS No.: 108379-93-7
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.214
• Mol file: 108379-93-7.mol

Synonyms:α-acetoxy-3-methoxyacetophenone

Chemical Property of α-acetoxy-3-methoxyacetophenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-acetoxy-3-methoxyacetophenone

There total 7 articles about α-acetoxy-3-methoxyacetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + 4,4,4-trifluoro-1-(3-methoxyphenyl)butane-1,3-dione (57965-21-6) → α-acetoxy-3-methoxyacetophenone (108379-93-7)

Guidance literature:

With 2,2'-biimidazole; copper(II) acetate monohydrate; potassium carbonate; In dimethyl sulfoxide; at 45 ℃; for 1.5h;

DOI:10.1002/cjoc.201090069

Reference yield: 81.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + N-(1-(3-methoxyphenyl)vinyl)acetamide (349537-50-4) → α-acetoxy-3-methoxyacetophenone (108379-93-7)

Guidance literature:

In dichloromethane; water; at 50 ℃; Green chemistry;

DOI:10.1007/s11426-016-0478-3

Reference yield: 68.0%

3-methoxy-1-iodobenzene (766-85-8) + Acetoxyacetyl chloride (13831-31-7) → α-acetoxy-3-methoxyacetophenone (108379-93-7)

Guidance literature:

3-methoxy-1-iodobenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at 20 - 30 ℃; for 1.16667h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

Acetoxyacetyl chloride; With copper(l) chloride; In tetrahydrofuran; at 30 ℃; Inert atmosphere;

DOI:10.1021/jo3005556

upstream raw materials:

diazomethane

m-anisoyl chloride

potassium acetate

2-bromo-3'-methoxyacetophenone

Downstream raw materials:

2-hydroxy-3'-methoxyacetophenone

4-Hydroxy-4-(4-methoxy-phenyl)-1-(3-methoxy-phenyl)-butan-1-one

3-(3-methoxybenzoyl)-1-phenylpropanol

1-(3-methoxyphenyl)-1,2-ethanediol

Refernces

• 1、 Chen, Ming,Zhang, Wei,Ren, Zhi-Hui,Gao, Wen-Yun,Wang, Yao-Yu,Guan, Zheng-Hui. "PhI(OAc)2-promoted umpolung acetoxylation of enamides for the synthesis of α-acetoxy ketones". . p. 761 - 768. Retrieved 2017/06/05.
• 2、 McLaughlin, Mark,Belyk, Kevin M.,Qian, Gang,Reamer, Robert A.,Chen, Cheng-Yi. "Synthesis of α-hydroxyacetophenones". experimental part. p. 5144 - 5148. Retrieved 2012/07/03.